Syncing problems - PRS-505

I updated the library software and deleted all of my audio and some photos from the library and connected my PRS-505 to sync. However, upon disconnecting the Reader I noticed that it did not remove the content that I wanted removed from the reader, plus, it added the book covers to my pictures section. I tried to manually remove the content off the reader, but it doesn't allow me to do so like it does for books. I even connected it back to the computer and tried to delete manually using "right click" in hopes of finding a delete option, but the right-click function isn't available. Any suggestions? Otherwise, I guess I'm going to have to do a hard reset.

Thank you for your post and welcome to the forum.
I'm sorry to see that you are having issues syncing the Reader. If you have already tried to sync manually but it's still not working there may be some corruption that is preventing it from working - I would recommend firstly a soft reset and a hard reset if the issue is still not resolved:
https://us.en.kb.sony.com/app/answers/detail/a_id/31629/c/65,66/kw/31629

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